oleandomycin (BioDeep_00000407804)

 

Secondary id: BioDeep_00000002609

natural product


代谢物信息卡片


(3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside

化学式: C35H61NO12 (687.4193546)
中文名称: 奥林霉素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.52%

分子结构信息

SMILES: CC1CC(C(C(O1)OC2C(CC3(CO3)C(=O)C(C(C(C(OC(=O)C(C(C2C)OC4CC(C(C(O4)C)O)OC)C)C)C)O)C)C)O)N(C)C
InChI: InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1

描述信息

J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01F - Macrolides, lincosamides and streptogramins > J01FA - Macrolides
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
C784 - Protein Synthesis Inhibitor > C261 - Macrolide Antibiotic
C254 - Anti-Infective Agent > C258 - Antibiotic

同义名列表

2 个代谢物同义名

oleandomycin; (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Rafat Zrieq, Mejdi Snoussi, Fahad D Algahtan, Munazzah Tasleem, Mohd Saeed, Emira Noumi, Nasrin E Khalifa, Mohamed A M Gad-Elkareem, Kaïss Aouadi, Adel Kadri. Repurposing of anisomycin and oleandomycin as a potential anti-(SARS-CoV-2) virus targeting key enzymes using virtual computational approaches. Cellular and molecular biology (Noisy-le-Grand, France). 2022 Feb; 67(5):387-398. doi: 10.14715/cmb/2021.67.5.51. [PMID: 35818229]
  • Michael Kamel, Maryna Löwe, Stephan Schott-Verdugo, Holger Gohlke, Alexej Kedrov. Unsaturated fatty acids augment protein transport via the SecA:SecYEG translocon. The FEBS journal. 2022 01; 289(1):140-162. doi: 10.1111/febs.16140. [PMID: 34312977]
  • S D Karou, M C W Nadembega, B Zeba, D P Ilboudo, D Ouermi, S Pignatelli, V Pietra, M Gbeassor, C De Souza, J Simpore. [Evolution of antibiotic-resistance Staphylococcus aureus in Saint Camille Medical Centre in Ouagadougou]. Medecine tropicale : revue du Corps de sante colonial. 2010 Jun; 70(3):241-4. doi: . [PMID: 20734590]
  • Christopher A Elkins, Lisa B Mullis, David W Lacher, Carina M Jung. Single nucleotide polymorphism analysis of the major tripartite multidrug efflux pump of Escherichia coli: functional conservation in disparate animal reservoirs despite exposure to antimicrobial chemotherapy. Antimicrobial agents and chemotherapy. 2010 Mar; 54(3):1007-15. doi: 10.1128/aac.01126-09. [PMID: 20038628]
  • Maria-José González de la Huebra, Guy Bordin, Adela R Rodríguez. Comparative study of coulometric and amperometric detection for the determination of macrolides in human urine using high-performance liquid chromatography. Analytical and bioanalytical chemistry. 2003 Apr; 375(8):1031-7. doi: 10.1007/s00216-003-1801-9. [PMID: 12733015]
  • P Edder, L Coppex, A Cominoli, C Corvi. Analysis of erythromycin and oleandomycin residues in food by high-performance liquid chromatography with fluorometric detection. Food additives and contaminants. 2002 Mar; 19(3):232-40. doi: 10.1080/02652030110083702. [PMID: 11834075]
  • A Milanova, L Lashev. Pharmacokinetics of oleandomycin in dogs after intravenous or oral administration alone and after pretreatment with metamizole or dexamethasone. Veterinary research communications. 2002 Jan; 26(1):61-71. doi: 10.1023/a:1013309922721. [PMID: 11860088]
  • H Toreson, B M Eriksson. Determination of erythromycin in gastric juice and blood plasma by liquid chromatography and electrochemical detection. Journal of chromatography. B, Biomedical applications. 1995 Nov; 673(1):81-9. doi: 10.1016/0378-4347(95)00251-d. [PMID: 8925078]
  • C Hernández, C Olano, C Méndez, J A Salas. Characterization of a Streptomyces antibioticus gene cluster encoding a glycosyltransferase involved in oleandomycin inactivation. Gene. 1993 Nov; 134(1):139-40. doi: 10.1016/0378-1119(93)90189-a. [PMID: 8244027]
  • S Laakso, M Scheinin, M Anttila. Determination of erythromycin base and 2'-acetylerythromycin in human plasma using high-performance liquid chromatography with electrochemical detection. Journal of chromatography. 1990 Apr; 526(2):475-86. doi: 10.1016/s0378-4347(00)82529-3. [PMID: 2361986]
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  • C Stubbs, J M Haigh, I Kanfer. High-performance liquid chromatographic analysis of oleandomycin in serum and urine. Journal of chromatography. 1986 Feb; 353(?):33-8. doi: 10.1016/s0021-9673(01)87074-6. [PMID: 3700518]
  • C Stubbs, J M Haigh, I Kanfer. Determination of erythromycin in serum and urine by high-performance liquid chromatography with ultraviolet detection. Journal of pharmaceutical sciences. 1985 Oct; 74(10):1126-8. doi: 10.1002/jps.2600741027. [PMID: 4078714]
  • G S Duthu. Interspecies correlation of the pharmacokinetics of erythromycin, oleandomycin, and tylosin. Journal of pharmaceutical sciences. 1985 Sep; 74(9):943-6. doi: 10.1002/jps.2600740907. [PMID: 4067847]
  • P Dilov, I Panchev, E Chaleva, M Iotsev, K Dimitrov. [Tolerance for tetraolean i.m. and the blood levels in agricultural animals]. Veterinarno-meditsinski nauki. 1984; 21(4):35-41. doi: NULL. [PMID: 6740930]
  • R T Panchenkov, A M Marshak, I S Makarenkov, I V Iarema, B M Urtaev. [Tetraolean pharmacokinetics in the lymph and blood in complicated, acute inflammatory diseases of the abdominal cavity organs]. Antibiotiki. 1980 Aug; 25(8):623-6. doi: NULL. [PMID: 7406475]
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  • E Zwlntz, M K Flood. Concentrations of oleandomycin in serum and lung tissue. The Journal of antimicrobial chemotherapy. 1978 Sep; 4(5):473-4. doi: 10.1093/jac/4.5.473. [PMID: 690052]
  • B Donev, A Ivanov. [Pharmacological and toxicological studies of novoolean]. Veterinarno-meditsinski nauki. 1978; 15(2):58-64. doi: NULL. [PMID: 706143]
  • A Mizutani, K Tsurumi, M Kobayashi, M Iwakura, N Mizutani. [The clinical effect of antibiotics in the macrolide family on bronchial asthma. Non-antimicrobial actions of oleandomycin [author's transl)]. The Japanese journal of antibiotics. 1977 Apr; 30(4):285-94. doi: . [PMID: 864859]
  • A N Plaksina, A I Plaksin. [Effect of successive cyclic administration of oleandomycin and tetracycline on the immunogenic reactivity and indices of non-specific bodily resistance in experimental staphylococcal sepsis]. Antibiotiki. 1977 Apr; 22(4):340-4. doi: . [PMID: 883787]
  • G A Kurashkin. [Olemorphocycline treatment of calculous and noncalculous pyelonephritis]. Antibiotiki. 1977 Mar; 22(3):261-5. doi: NULL. [PMID: 139847]
  • A I Plaksin, A N Plaksina, I F El'kin, Z N Semenova. [Effect of tetracycline and oleandomycin on the indices of nonspecific resistance in aseptic inflammation under conditions of changes in the body's reactivity]. Antibiotiki. 1976 Jun; 21(6):541-5. doi: . [PMID: 942194]
  • A Májský, V Chudomel, J Jakoubková. Effect of antibiotics and chemotherapeutics on the cytotoxic reaction between HL-A antigens and corresponding sera. Journal of immunogenetics. 1976 Apr; 3(2):135-7. doi: 10.1111/j.1744-313x.1976.tb00564.x. [PMID: 932468]
  • V M Chugurian, A A Navasarian, L S Sarkisian. [Study of preventive properties of blood serum in patients with dysentery treated with oletetrin combined with methyluracil or pentoxyl]. Zhurnal eksperimental'noi i klinicheskoi meditsiny. 1976; 16(2):64-6. doi: NULL. [PMID: 973505]
  • P N Iurenev, E M Sergeiuk, L N Samoĭlova, A V Kakurina. [Complications from antibiotic therapy]. Antibiotiki. 1975 Oct; 20(10):936-41. doi: NULL. [PMID: 1211892]
  • Iu I Liashenko. [Erythromycin and oleandomycin concentration in the body of angina patients taking the preparations orally]. Antibiotiki. 1975 Aug; 20(8):721-5. doi: . [PMID: 1229996]
  • S Iu Guseĭnova, Z O Kapaev, E S Karapetova. [Change in the plasmocytic reaction of immunized animals during the use of antibiotics]. Antibiotiki. 1975 Aug; 20(8):741-4. doi: NULL. [PMID: 1229999]
  • A I Plaksin, A N Plaksina. [Effect of repeated cycles of tetraolean and oleandomycin administration on the indices of nonspecific resistence of the body in experimental staphylococcal sepsis]. Antibiotiki. 1975 Feb; 20(2):138-41. doi: . [PMID: 1119793]
  • K G Nikulin. [Principles of current therapy of acute and chronic pneumonia]. Sovetskaia meditsina. 1975 Jan; ?(1):28-32. doi: NULL. [PMID: 1114373]
  • E Iu Kocherovskaia, N F Kalabukhova. [Selection of antibiotic inhibitors of the growth of extraneous microflora in elective nutrient media]. Antibiotiki. 1974 Jul; 19(7):597-600. doi: NULL. [PMID: 4377090]
  • N K Unich. [Sensitivity of the microbial flora isolated from ill young children with acute gastrointestinal diseases to antibiotics, chemical preparations and polyvalent proteus phage]. Antibiotiki. 1974 Feb; 19(2):181-5. doi: NULL. [PMID: 4377086]
  • E Garaci, W Djaczenko. Ultrastructural evolution of experimentally induced lipid inclusions in rat and mouse hepatocytes indicative for the recovery of livers from effects of benzidamine and triacetyloleandomycin. Annali Sclavo; rivista di microbiologia e di immunologia. 1974 Jan; 16(1):18-28. doi: ". [PMID: 4370692]
  • T A Popov, A M Dzhezhev. [Toxicity of oleandomycin phosphate administered via inhalation in an experimental model of its manufacture]. Gigiena i sanitariia. 1973 Nov; 38(11):83-9. doi: NULL. [PMID: 4776947]
  • S Kurashige, M Inoue, N Yamaguchi, S Mitsuhashi. In vivo induction of resistance to macrolide antibiotics in staphylococci with erythromycin. Japanese journal of microbiology. 1972 Jan; 16(1):21-5. doi: 10.1111/j.1348-0421.1972.tb00623.x. [PMID: 4537712]
  • E Eben-Moussi, J van den Driessche. [Pharmacokinetics of antibiotics in the human organism]. Anesthesie, analgesie, reanimation. 1971 Jul; 28(4):671-87. doi: NULL. [PMID: 5147443]
  • J A Waitz, E L Moss, E M Oden, M J Weinstein. Biological activity of megalomicin A phosphate, a water-soluble salt of megalomicin A. The Journal of antibiotics. 1971 May; 24(5):310-6. doi: 10.7164/antibiotics.24.310. [PMID: 4996819]
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  • G F Abkarovich. [Characteristic of the causative agents of acute pneumonia isolated from patients treated with antibiotics]. Antibiotiki. 1970 Jul; 15(7):654-7. doi: NULL. [PMID: 4321235]
  • N M Dzhanashiia, V G Startsev. [Comparative evaluation of the effect of some species of Eucalyptus and of antibiotics on peptic activity of gastric juice in monkeys]. Antibiotiki. 1970 Jun; 15(6):547-8. doi: ". [PMID: 4989841]
  • I K Lagert, M S Poliak. [Experimental study of aeorsol elemorphocycline]. Antibiotiki. 1970 Jun; 15(6):554-7. doi: NULL. [PMID: 5460172]
  • A Osada, I Yoshizawa. [Changes in bacterial flora of feces following oral administration of various antibiotics]. The Japanese journal of antibiotics. 1970 Jun; 23(3):325-9. doi: NULL. [PMID: 5312215]
  • I K Lagert, B L Kofman, E D Kostin. [Antibiotic treatment in acute renal insufficiency in obstetrics and gynecology]. Klinicheskaia meditsina. 1969 Mar; 47(3):54-9. doi: NULL. [PMID: 5406822]
  • J Igari, M Kano. [Basic study on chemotherapy of urinary tract infection. 3. Effect of urine pH on antibacterial activity of macrolides, lincomycin and clinimycin on Escherichia coli]. The Japanese journal of antibiotics. 1968 Dec; 21(6):354-7. doi: NULL. [PMID: 4887887]
  • A J Lamb, G D Clark-Walker, A W Linnane. The biogenesis of mitochondria. 4. The differentiation of mitochondrial and cytoplasmic protein synthesizing systems in vitro by antibiotics. Biochimica et biophysica acta. 1968 Jul; 161(2):415-27. doi: ". [PMID: 5667290]
  • D G Winningham, N J Nemoy, T A Stamey. Diffusion of antibiotics from plasma into prostatic fluid. Nature. 1968 Jul; 219(5150):139-43. doi: 10.1038/219139a0. [PMID: 4298194]
  • T Fukuda. Malignant reticulosis. The Tohoku journal of experimental medicine. 1968 Apr; 94(4):351-60. doi: 10.1620/tjem.94.351. [PMID: 5671799]
  • G E Vaĭsberg, L N Zhukovskaia, M L Krymskaia, G G Molomina, I S Rozvskiĭ. [Expediency in the combined use of prodigionsan with antibiotics in chronic salpingo-oophoritis]. Antibiotiki. 1967 Oct; 12(10):944-9. doi: NULL. [PMID: 4231610]
  • F G Uglov, I K Lagert, A M Margolin, M S Poliak. [The use of antibiotics in surgical practice]. Vestnik khirurgii imeni I. I. Grekova. 1967 Jan; 98(1):7-12. doi: NULL. [PMID: 4304565]
  • I A Storozhev, S I Eĭdel'shteĭn, M A Bykova, V K Vasil'ev. [To the pharmacology of tetracycline preparations during intravenous administration. Oletetrin]. Antibiotiki. 1967 Jan; 12(1):33-9. doi: NULL. [PMID: 5590090]
  • V K Vasil'ev, E N Lazareva, R S Potravnova. [Circulation of oleandomycin phosphate in the blood and its excretion in urine from dogs]. Antibiotiki. 1966 Oct; 11(10):952-6. doi: NULL. [PMID: 5997602]
  • Z V Ermol'eva, A V Mlakhovskiĭ, L A Gamaleia. [Study of the concentration of oletetrine in the blood serum from patients with gonorrhea]. Vestnik dermatologii i venerologii. 1966 Sep; 40(9):77-9. doi: NULL. [PMID: 5998183]
  • V Jadevaia, D Poggiolini, M G Reale. [Determination of serum and tissue levels following the administration of the association: 6-methylene-5-hydroxytetracycline-oleandomycin]. Antibiotica. 1965 Dec; 3(4):299-308. doi: . [PMID: 5870802]
  • L P GARROD. THE TOXICITY OF ANTIBIOTICS. The Medical journal of Australia. 1964 Dec; 2(?):947-50. doi: 10.5694/j.1326-5377.1964.tb109898.x. [PMID: 14232468]
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  • N A VAKULENKO. [Determination of oleandomycin in the blood, tissues and fluids of the body by the agar diffusion method]. Antibiotiki. 1963 Jan; 8(?):90-4. doi: NULL. [PMID: 13995813]
  • L J BONONI, V JADEVAIA. [Serum and tissue levels in rabbits after oral administration of a tetracycline-oleandomycin combination (2:1 ratio)]. Gazzetta medica italiana. 1962 Nov; 121(?):306-7. doi: NULL. [PMID: 13968877]
  • M NUMEROFF, M PERLMUTTER, S SLATER. Falsely elevated values for urinary 17-ketosteroids and 17-hydroxycorticoids associated with ingestion of triacetyloleandomycin. The Journal of clinical endocrinology and metabolism. 1959 Oct; 19(?):1350-2. doi: 10.1210/jcem-19-10-1350. [PMID: 14427898]
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  • B McKINNEY. Intramuscular oleandomycin; a study of the serum levels obtained and side effects produced by this method of administration. Antibiotic medicine & clinical therapy (New York, NY). 1958 Dec; 5(12):732-6. doi: NULL. [PMID: 13606769]
  • C CARPI. [Action of oleandomycin on oxygen consumption by various animal tissues]. Bollettino della Societa italiana di biologia sperimentale. 1958 Apr; 34(7):297-301. doi: NULL. [PMID: 13536096]
  • M FINLAND, W F JONES. Antibiotic combinations; antistreptococcal and antistaphylococcal activity of plasma of normal subjects after oral doses of penicillin, oleandomycin and combinations of these antibiotics. The New England journal of medicine. 1957 Jan; 256(3):115-9. doi: 10.1056/nejm195701172560305. [PMID: 13388042]
  • H M PAYNE, G L HOBBY, H THORNHILL, N V TERRY, R L HACKNEY, E SPURLOCK, G B SYPHAX, J DALY, G SARROCCO, M MACNEIL. The antimicrobial activity of serum of human beings after the oral administration of the oleandomycin salt of penicillin G, with and without added potassium penicillin G. Antibiotics annual. 1956 195; ?(?):34-43. doi: NULL. [PMID: 13425353]